JP2021011525A - Low-temperature curable plastisol composition - Google Patents
Low-temperature curable plastisol composition Download PDFInfo
- Publication number
- JP2021011525A JP2021011525A JP2019125500A JP2019125500A JP2021011525A JP 2021011525 A JP2021011525 A JP 2021011525A JP 2019125500 A JP2019125500 A JP 2019125500A JP 2019125500 A JP2019125500 A JP 2019125500A JP 2021011525 A JP2021011525 A JP 2021011525A
- Authority
- JP
- Japan
- Prior art keywords
- plastisol composition
- mass
- phthalate
- present
- vinyl acetate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 105
- 229920001944 Plastisol Polymers 0.000 title claims abstract description 97
- 239000004999 plastisol Substances 0.000 title claims abstract description 97
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- 239000004014 plasticizer Substances 0.000 claims abstract description 20
- 229920005992 thermoplastic resin Polymers 0.000 claims abstract description 17
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 claims abstract description 11
- 230000001070 adhesive effect Effects 0.000 claims abstract description 11
- -1 phthalate diester Chemical class 0.000 claims description 40
- 239000012948 isocyanate Substances 0.000 claims description 22
- 229920005989 resin Polymers 0.000 claims description 22
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- 150000002513 isocyanates Chemical class 0.000 claims description 20
- 239000004925 Acrylic resin Substances 0.000 claims description 15
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- 238000004519 manufacturing process Methods 0.000 claims description 11
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- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims description 5
- 125000002339 acetoacetyl group Chemical group O=C([*])C([H])([H])C(=O)C([H])([H])[H] 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 abstract description 7
- 150000001875 compounds Chemical class 0.000 description 24
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- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- JQCXWCOOWVGKMT-UHFFFAOYSA-N diheptyl phthalate Chemical compound CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC JQCXWCOOWVGKMT-UHFFFAOYSA-N 0.000 description 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 4
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- 125000001931 aliphatic group Chemical group 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
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- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- RLPSARLYTKXVSE-UHFFFAOYSA-N 1-(1,3-thiazol-5-yl)ethanamine Chemical compound CC(N)C1=CN=CS1 RLPSARLYTKXVSE-UHFFFAOYSA-N 0.000 description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- WHHSHXMIKFVAEK-UHFFFAOYSA-N 2-o-benzyl 1-o-octyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 WHHSHXMIKFVAEK-UHFFFAOYSA-N 0.000 description 2
- SRCDVULRVCUFCW-UHFFFAOYSA-N 3-dodecyl-2-prop-1-enylphenol;oxirane Chemical compound C1CO1.CCCCCCCCCCCCC1=CC=CC(O)=C1C=CC SRCDVULRVCUFCW-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 102100035474 DNA polymerase kappa Human genes 0.000 description 2
- 101710108091 DNA polymerase kappa Proteins 0.000 description 2
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 2
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Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
本発明は、低温硬化型プラスチゾル組成物に関し、さらに詳しくは、例えば、自動車製造の際にボディーの塗装及び焼き付け工程等で使用され得るプラスチゾル組成物に関する。 The present invention relates to a low temperature curable plastisol composition, and more particularly to a plastisol composition that can be used in, for example, a body painting and baking step in automobile manufacturing.
自動車は、車両軽量化のため、ボディーの樹脂化が進められている。現在の自動車製造工程では、樹脂製部品と鋼板製ボディーは別々に塗装され、焼き付けされて、その後両者が組み合わされる。 The body of automobiles is being made of resin in order to reduce the weight of the vehicle. In the current automobile manufacturing process, resin parts and steel plate bodies are painted separately, baked, and then combined.
ボディーシーラーとして、例えば、塩化ビニル系共重合体、可塑剤、充填材等を主成分とする、ポリ塩化ビニルプラスチゾル組成物が提案されており（例えば、特許文献１参照）、鋼板製ボディーのシーリングに使用される。そのボディーシーラーは、鋼板製ボディーに塗装されると同時に、１４０℃〜１６０℃の温度領域で焼き付けが行われる。 As a body sealer, for example, a polyvinyl chloride plastisol composition containing a vinyl chloride-based copolymer, a plasticizer, a filler and the like as main components has been proposed (see, for example, Patent Document 1), and a steel plate body is sealed. Used for. The body sealer is painted on a steel plate body and at the same time baked in a temperature range of 140 ° C. to 160 ° C.
低温硬化性のボディーシーラーとして、アクリル樹脂と充填剤を可塑剤に分散してなるアクリルゾル組成物が低温硬化性と貯蔵安定性を兼ね備えることが提案されている（例えば、特許文献２参照）。 As a low-temperature curable body sealer, it has been proposed that an acrylic sol composition in which an acrylic resin and a filler are dispersed in a plasticizer has both low-temperature curability and storage stability (see, for example, Patent Document 2).
自動車製造工程を更に効率化し、使用エネルギーを更に削減するために、樹脂製部品と鋼板製ボディーを同時に塗装することが、求められている。樹脂製部品−鋼板同時塗装工程では、樹脂製部品と鋼板製ボディーが同時に塗装され、焼き付けが行われる。その際、樹脂製部品の熱変形を防止するため、より低い温度、具体的には１００〜１２０℃に、焼き付け温度が制限される。しかし、一般に塩化ビニル系ボディーシーラーは、その低温焼き付け温度（１００〜１２０℃）で与えられる温度では、硬化物性及び接着性を発現することができない。また、一般にアクリル系ボディーシーラーは、低温硬化性と貯蔵安定性を兼ね備えると提案されたが、経済性は必ずしも十分ではない。 In order to further improve the efficiency of the automobile manufacturing process and further reduce the energy consumption, it is required to paint the resin parts and the steel plate body at the same time. In the resin part-steel plate simultaneous coating process, the resin part and the steel plate body are simultaneously painted and baked. At that time, in order to prevent thermal deformation of the resin part, the baking temperature is limited to a lower temperature, specifically 100 to 120 ° C. However, in general, a vinyl chloride-based body sealer cannot exhibit cured physical properties and adhesiveness at a temperature given at its low temperature baking temperature (100 to 120 ° C.). In addition, acrylic body sealers have generally been proposed to have both low-temperature curability and storage stability, but their economic efficiency is not always sufficient.
本発明は、より低い焼き付け温度（具体的には、１００〜１２０℃）で、硬化物性及び接着性を発現可能かつ経済性に優れた、新たな組成物を提供することを目的とする。 An object of the present invention is to provide a new composition capable of exhibiting cured physical properties and adhesiveness and having excellent economic efficiency at a lower baking temperature (specifically, 100 to 120 ° C.).
本発明者等は、鋭意検討を重ねた結果、特定の範囲の量で酢酸ビニルを共重合させた塩化ビニル−酢酸ビニル共重合体を含むプラスチゾル組成物は、より低い温度（具体的には、１００〜１２０℃）で硬化物性及び接着性を発現可能であり、経済性に優れることを見出した。更に、そのようなプラスチゾル組成物は、自動車製造用途に好適であることを見出して、本発明を完成させるに至った。 As a result of intensive studies by the present inventors, the plastisol composition containing a vinyl chloride-vinyl acetate copolymer obtained by copolymerizing vinyl acetate in a specific range has a lower temperature (specifically, specifically). It has been found that the cured physical properties and adhesiveness can be exhibited at 100 to 120 ° C.), which is excellent in economic efficiency. Furthermore, they have found that such plastisol compositions are suitable for automotive manufacturing applications and have completed the present invention.
即ち、本明細書は、以下の実施形態を含む。
１．熱可塑性樹脂、可塑剤、密着剤を含む、プラスチゾル組成物であって、
熱可塑性樹脂は、７〜１２質量％の割合で酢酸ビニルが共重合した塩化ビニル−酢酸ビニル共重合体を含む、プラスチゾル組成物。
２．熱可塑性樹脂は、（メタ）アクリル系樹脂を含む、上記１に記載のプラスチゾル組成物。
３．（メタ）アクリル系樹脂は、カルボキシル基及び／又はアセトアセチル基を含む、上記２に記載のプラスチゾル組成物。
４．可塑剤は、フタル酸ジエステルを含む、上記１〜３のいずれか１つに記載のプラスチゾル組成物。
５．フタル酸ジエステルは、アルキルベンジルフタレート及び／又はジアルキルフタレートを含む、上記４に記載のプラスチゾル組成物。
６．密着剤は、ブロックイソシアネート樹脂を含む、上記１〜３のいずれか１つに記載のプラスチゾル組成物。
７．ブロックイソシアネート樹脂は、芳香族系ブロックイソシアネート樹脂を含む、上記６に記載のプラスチゾル組成物。
８．上記１〜７のいずれか１つに記載のプラスチゾル組成物を使用することを含む、自動車の製造方法。
That is, the present specification includes the following embodiments.
1. 1. A plastisol composition containing a thermoplastic resin, a plasticizer, and an adhesive.
The thermoplastic resin is a plastisol composition containing a vinyl chloride-vinyl acetate copolymer copolymerized with vinyl acetate in a proportion of 7 to 12% by mass.
2. 2. The plastisol composition according to 1 above, wherein the thermoplastic resin contains a (meth) acrylic resin.
3. 3. The plastisol composition according to 2 above, wherein the (meth) acrylic resin contains a carboxyl group and / or an acetoacetyl group.
4. The plastisol composition according to any one of 1 to 3 above, wherein the plasticizer contains a phthalate diester.
5. The plastisol composition according to 4 above, wherein the phthalate diester contains an alkylbenzyl phthalate and / or a dialkyl phthalate.
6. The plastisol composition according to any one of 1 to 3 above, wherein the adhesive is a blocked isocyanate resin.
7. The plastisol composition according to 6 above, wherein the blocked isocyanate resin contains an aromatic blocked isocyanate resin.
8. A method for producing an automobile, which comprises using the plastisol composition according to any one of 1 to 7 above.
本発明の実施形態のプラスチゾル組成物は、特定の量で酢酸ビニルを共重合させた塩化ビニル−酢酸ビニル共重合体を含む組成物であり、より低温で硬化物性及び接着性を発現することができ、経済性に優れる。よって、本発明の実施形態のプラスチゾル組成物は、自動車を更に効率的に、更に低エネルギーで製造するために好適に使用することができる。 The plastisol composition of the embodiment of the present invention is a composition containing a vinyl chloride-vinyl acetate copolymer obtained by copolymerizing vinyl acetate in a specific amount, and can exhibit cured physical properties and adhesiveness at a lower temperature. It can be done and is excellent in economy. Therefore, the plastisol composition of the embodiment of the present invention can be suitably used for producing an automobile more efficiently and with lower energy.
本発明の実施形態のプラスチゾル組成物は、
熱可塑性樹脂、可塑剤、密着剤を含み、
熱可塑性樹脂は、７〜１２質量％の割合で酢酸ビニルが共重合した塩化ビニル−酢酸ビニル共重合体（コポリマー）を含む。
The plastisol composition of the embodiment of the present invention is
Contains thermoplastic resin, plasticizer, adhesive,
The thermoplastic resin contains a vinyl chloride-vinyl acetate copolymer (copolymer) in which vinyl acetate is copolymerized at a ratio of 7 to 12% by mass.
本明細書において、熱可塑性樹脂とは、加熱すると軟化して可塑性を有し、冷却すると固化する樹脂をいい、塩化ビニル−酢酸ビニル共重合体（塩化ビニルと酢酸ビニルとの共重合体）を含み、７〜１２質量％の割合で酢酸ビニルが塩化ビニルと共重合しており、本発明が目的とするプラスチゾル組成物を得られる限り特に制限されることはない。 In the present specification, the thermoplastic resin refers to a resin that softens and has plasticity when heated and solidifies when cooled, and is a vinyl chloride-vinyl acetate copolymer (copolymer of vinyl chloride and vinyl acetate). Including, vinyl acetate is copolymerized with vinyl chloride at a ratio of 7 to 12% by mass, and there is no particular limitation as long as the thermoplastic composition intended by the present invention can be obtained.
酢酸ビニルと塩化ビニルとの共重合体は、酢酸ビニルに由来する繰り返し単位を、７〜１２質量％の割合で含み、７〜１０質量％の割合で含むことが好ましく、８〜９質量％の割合で含むことがより好ましい。このような酢酸ビニルと塩化ビニルの共重合体を含むことで、本発明の実施形態のプラスチゾル組成物は、より低温で硬化物性及び接着性を発現することができる。 The copolymer of vinyl acetate and vinyl chloride contains a repeating unit derived from vinyl acetate in a proportion of 7 to 12% by mass, preferably in a proportion of 7 to 10% by mass, preferably 8 to 9% by mass. It is more preferable to include it in a proportion. By including such a copolymer of vinyl acetate and vinyl chloride, the plastisol composition of the embodiment of the present invention can exhibit cured physical properties and adhesiveness at a lower temperature.
酢酸ビニルと塩化ビニルの共重合体に含まれる、酢酸ビニルに由来する繰り返し単位の含有量（質量％）は、下記のようにして求めることができる。
酢酸ビニルと塩化ビニルの共重合体１００ｍｇとＫＢｒ１０ｍｇを混合し、すりつぶして成形して、測定サンプルを準備する。この測定サンプルについて、赤外分光光度計（例えば、島津製作所製、ＦＴＩＲ−８１００Ａ（商品名））を使用して、赤外吸収スペクトルを測定する。ピーク１（１４３０ｃｍ−１付近のＣ−Ｈ面内変角による吸収ピークトップ）のＡｂｓ．値（以下「Ａ１」という）と、ピーク２（１７４０ｃｍ−１付近のＣ＝Ｏ伸縮による吸収ピークトップ）のＡｂｓ．値（以下「Ａ２」という）を読み取る。下記式から算出する。
酢酸ビニルに由来する繰り返し単位の含有量（質量％）
＝（３．７３×Ａ２／Ａ１＋０．０２４）×１．０４
The content (mass%) of the repeating unit derived from vinyl acetate contained in the copolymer of vinyl acetate and vinyl chloride can be determined as follows.
100 mg of a copolymer of vinyl acetate and vinyl chloride and 10 mg of KBr are mixed, ground and molded to prepare a measurement sample. The infrared absorption spectrum of this measurement sample is measured using an infrared spectrophotometer (for example, FTIR-8100A (trade name) manufactured by Shimadzu Corporation). Abs. Of peak 1 (absorption peak top due to in-plane variation of CH near 1430 cm -1 ). The value (hereinafter referred to as "A1") and Abs. Of peak 2 (absorption peak top due to C = O expansion and contraction near 1740 cm -1 ). Read the value (hereinafter referred to as "A2"). Calculate from the following formula.
Content of repeating unit derived from vinyl acetate (% by mass)
= (3.73 x A2 / A1 + 0.024) x 1.04
本発明の実施形態において、酢酸ビニルと塩化ビニルとの共重合体は、さらに、下記一般式（１）で示される化合物を含むことができる。酢酸ビニルと塩化ビニルとの共重合体は、一般式（１）で示される化合物を、例えば、１００〜３０００ｐｐｍの量で、より好ましくは５００〜２０００ｐｐｍの量で、含むことができる。
（ここで、一般式（１）において、Ｒ１は炭素数６〜１８のアルキル基、アルケニル基又はアラルキル基を示し、Ｒ２は水素又は炭素数６〜１８のアルキル基、アルケニル基若しくはアラルキル基を示し、Ｒ３は水素又はプロペニル基を示し、Ａは炭素数２〜４のアルキレン基を示し、ｎは１〜２００の整数を示し、Ｍはアルカリ金属、アンモニウムイオン又はアルカノールアミン残基を示す。）
In the embodiment of the present invention, the copolymer of vinyl acetate and vinyl chloride can further contain a compound represented by the following general formula (1). The copolymer of vinyl acetate and vinyl chloride can contain the compound represented by the general formula (1) in an amount of, for example, 100 to 3000 ppm, more preferably 500 to 2000 ppm.
(Here, in the general formula (1), R 1 represents an alkyl group having 6 to 18 carbon atoms, an alkenyl group or an aralkyl group, and R 2 is hydrogen or an alkyl group having 6 to 18 carbon atoms, an alkenyl group or an aralkyl group. R 3 represents a hydrogen or propenyl group, A represents an alkylene group having 2 to 4 carbon atoms, n represents an integer of 1 to 200, and M represents an alkali metal, ammonium ion or alkanolamine residue. .)
一般式（１）において、Ｒ１の炭素数は７〜１１、Ｒ２及びＲ３は水素、Ａは炭素数２〜３のアルキレン基、ｎは１〜４０であることが好ましい。本発明の実施形態のプラスチゾル組成物は、そのような一般式（１）で示される化合物を含む酢酸ビニルと塩化ビニルとの共重合体を含む場合、低温での硬化物性及び貯蔵安定性により優れ、自動車製造のためにより優れる。 In the general formula (1), it is preferable that R 1 has 7 to 11, R 2 and R 3 are hydrogen, A is an alkylene group having 2 to 3 carbon atoms, and n is 1 to 40. When the plastisol composition of the embodiment of the present invention contains a copolymer of vinyl acetate and vinyl chloride containing such a compound represented by the general formula (1), it is more excellent in cured physical properties and storage stability at low temperature. Better for car manufacturing.
前記一般式（１）で示される化合物は、例えば、ノニルプロペニルフェノールエチレンオキシド１０モル付加体硫酸エステルアンモニウム塩、ノニルプロペニルフェノールエチレンオキシド２０モル付加体硫酸エステルアンモニウム塩、オクチルジプロペニルフェノールエチレンオキシド１０モル付加体硫酸エステルアンモニウム塩、オクチルジプロペニルフェノールエチレンオキシド１００モル付加体硫酸エステルアンモニウム塩、ドデシルプロペニルフェノールエチレンオキシド２０モル付加体硫酸エステルナトリウム塩、ドデシルプロペニルフェノールプロピレンオキシド１０モルランダム付加体硫酸エステルナトリウム塩、ドデシルプロペニルフェノールブチレンオキシド４モルブロック付加体硫酸エステルナトリウム塩及びドデシルプロペニルフェノールエチレンオキシド３０モルブロック付加体硫酸エステルナトリウム塩等からなる群より選択される化合物であることが好ましい。 The compound represented by the general formula (1) is, for example, nonylpropenylphenol ethylene oxide 10 mol-added sulfate ammonium salt, nonylpropenylphenol ethylene oxide 20 mol adduct sulfate ammonium salt, octyldipropenylphenol ethylene oxide 10 mol adduct sulfate. Esterammonium salt, octyldipropenylphenol ethylene oxide 100 mol adduct sulfate ammonium salt, dodecylpropenylphenol ethylene oxide 20 mol adduct sodium sulfate, dodecylpropenylphenol propylene oxide 10 mol random adduct sulfate sodium salt, dodecylpropenylphenol butylene It is preferable that the compound is selected from the group consisting of 4 molblock adduct sodium sulfate and dodecylpropenylphenol ethylene oxide 30 molblock adduct sodium sulfate.
前記一般式（１）で示される化合物は、ノニルプロペニルフェノールエチレンオキシド１０モル付加体硫酸エステルアンモニウム塩、ノニルプロペニルフェノールエチレンオキシド２０モル付加体硫酸エステルアンモニウム塩からなる群より選択される化合物であることがより好ましい。本発明の実施形態のプラスチゾル組成物は、そのような一般式（１）で示される化合物を含む酢酸ビニルと塩化ビニルとの共重合体を含む場合、自動車製造のために更により優れる。 The compound represented by the general formula (1) is more likely to be a compound selected from the group consisting of nonylpropenylphenol ethylene oxide 10 mol adduct ammonium sulfate and nonylpropenylphenol ethylene oxide 20 mol adduct ammonium sulfate. preferable. The plastisol composition of the embodiment of the present invention is even better for automobile production when it contains a copolymer of vinyl acetate and vinyl chloride containing such a compound represented by the general formula (1).
一般式（１）で示される化合物は、酢酸ビニルと塩化ビニルとの共重合体を製造する際に、界面活性剤としても作用し得、本発明の実施形態のプラスチゾル組成物の保存安定性等に寄与し得、特に低温での硬化物性、保存安定性により優れ、特に自動車製造用に優れる。 The compound represented by the general formula (1) can also act as a surfactant in producing a copolymer of vinyl acetate and vinyl chloride, and has a storage stability of the plastisol composition according to the embodiment of the present invention. It is particularly excellent in cured physical properties at low temperatures and storage stability, and is particularly excellent for automobile manufacturing.
本発明の実施形態のプラスチゾル組成物は、一般式（１）で示される化合物を含む場合、貯蔵安定性が向上し得る。本発明の実施形態のプラスチゾル組成物は、さらに、可塑剤として、例えばアルキルベンジルフタレート又はアルキルスルフォン酸フェニル系可塑剤等を含む場合、硬化性を向上しながら貯蔵安定性の悪化を最小限にし得る。一般式（１）で示される化合物を後添加しても貯蔵安定性等を向上することができるが、酢酸ビニルと塩化ビニルとの共重合体に一般式（１）で示される化合物が含まれることが好ましい。尚、一般式（１）で示される化合物は、エチレン性二重結合が開いた繰り返し単位の形態で、含まれてよい。 When the plastisol composition of the embodiment of the present invention contains the compound represented by the general formula (1), the storage stability can be improved. When the plastisol composition of the embodiment of the present invention further contains, for example, an alkylbenzyl phthalate or a phenyl alkyl sulfonate plasticizer as a plasticizer, deterioration of storage stability can be minimized while improving curability. .. Storage stability and the like can be improved by adding the compound represented by the general formula (1) afterwards, but the copolymer of vinyl acetate and vinyl chloride contains the compound represented by the general formula (1). Is preferable. The compound represented by the general formula (1) may be contained in the form of a repeating unit in which an ethylenic double bond is open.
本明細書において、熱可塑性樹脂は、上述の塩化ビニル−酢酸ビニル共重合体の他に、例えば、（メタ）アクリル系樹脂（アクリル系樹脂及びメタクリル系樹脂を含む）、塩化ビニルホモポリマー、塩化ビニルと水酸基を有するビニルとの共重合体、塩化ビニルとカルボン酸基を有するビニルとの共重合体などの塩化ビニル系樹脂（上述の塩化ビニル−酢酸ビニル共重合体を除く）、ポリオレフィン系樹脂（例えば、ポリエチレン、ポリプロピレン等）、塩化ビニリデン樹脂、ポリスチレン樹脂、ポリ酢酸ビニル、ポリフルオロエチレン等のフッ素系樹脂、ＡＢＳ（アクリロニトリル−ブタジエン−スチレン）樹脂、ＡＳ（アクリロニトリル−スチレン）樹脂等を含むことができる。 In the present specification, the thermoplastic resin is, for example, (meth) acrylic resin (including acrylic resin and methacrylic resin), vinyl chloride homopolymer, chloride, in addition to the above-mentioned vinyl chloride-vinyl acetate copolymer. Vinyl chloride-based resins such as a copolymer of vinyl and vinyl having a hydroxyl group, a copolymer of vinyl chloride and vinyl having a carboxylic acid group (excluding the above-mentioned vinyl chloride-vinyl acetate copolymer), polyolefin-based resin (For example, polyethylene, polypropylene, etc.), vinylidene chloride resin, polyvinyl chloride resin, polyvinyl acetate, fluororesin such as polyfluoroethylene, ABS (acrylonitrile-butadiene-styrene) resin, AS (acrylonitrile-styrene) resin, etc. are included. Can be done.
熱可塑性樹脂は、（メタ）アクリル系樹脂を含むことが好ましく、（メタ）アクリル系樹脂は、カルボキシル基及び／又はアセトセチル基を含むことがより好ましい。また、貯蔵安定性と硬化性を両立のためコアシェル構造を有するアクリル樹脂が好ましい。
（メタ）アクリル系樹脂は、入手容易で有り、低温硬化性、貯蔵安定性、接着性に優れ、好ましい。更に、（メタ）アクリル系樹脂は、カルボキシル基及び／又はアセトセチル基を含む場合、より低温で界面破壊（ＡＦ）を生じ難く、凝集破壊（ＣＦ）を生じやすく、より好ましい。
The thermoplastic resin preferably contains a (meth) acrylic resin, and the (meth) acrylic resin more preferably contains a carboxyl group and / or an acetocetyl group. Further, an acrylic resin having a core-shell structure is preferable in order to achieve both storage stability and curability.
The (meth) acrylic resin is easily available, has excellent low-temperature curability, storage stability, and adhesiveness, and is preferable. Further, when the (meth) acrylic resin contains a carboxyl group and / or an acetocetyl group, interfacial fracture (AF) is less likely to occur at a lower temperature and cohesive fracture (CF) is likely to occur, which is more preferable.
本発明の実施形態のプラスチゾル組成物は、プラスチゾル組成物全体を１００質量部として、熱可塑性樹脂を、例えば、１〜５０質量部含むことができ、２〜４０質量部含むことが好ましく、３〜３５質量部含むことがより好ましく、５〜３０質量部含むことが更により好ましい。 The plastisol composition of the embodiment of the present invention may contain, for example, 1 to 50 parts by mass and preferably 2 to 40 parts by mass of the thermoplastic resin, with the entire plastisol composition as 100 parts by mass. It is more preferable to contain 35 parts by mass, and even more preferably 5 to 30 parts by mass.
本発明の実施形態のプラスチゾル組成物は、プラスチゾル組成物全体を１００質量部として、上述の塩化ビニル−酢酸ビニル共重合体を、例えば、１〜５０質量部含むことができ、２〜４０質量部含むことが好ましく、３〜３５質量部含むことがより好ましく、５〜３０質量部含むことが更により好ましい。 The plastisol composition of the embodiment of the present invention can contain, for example, 1 to 50 parts by mass of the above-mentioned vinyl chloride-vinyl acetate copolymer, with 100 parts by mass of the entire plastisol composition, and 2 to 40 parts by mass. It is preferably contained, more preferably 3 to 35 parts by mass, and even more preferably 5 to 30 parts by mass.
本発明の実施形態のプラスチゾル組成物は、プラスチゾル組成物全体を１００質量部として、（メタ）アクリル樹脂を、例えば、０．１〜４９質量部含むことができ、０．２〜１０質量部含むことが好ましく、０．３〜５質量部含むことがより好ましく、０．５〜３質量部含むことが更により好ましい。 The plastisol composition of the embodiment of the present invention may contain, for example, 0.1 to 49 parts by mass and 0.2 to 10 parts by mass of the (meth) acrylic resin, with the entire plastisol composition as 100 parts by mass. It is more preferable to contain 0.3 to 5 parts by mass, and even more preferably 0.5 to 3 parts by mass.
本明細書において、可塑剤とは、熱可塑性樹脂に加えることで、塑性を増大させて軟らかくすることができ、本発明が目的とするプラスチゾル組成物を得られる限り特に制限されることはない。 In the present specification, the plasticizer can be added to a thermoplastic resin to increase its plasticity and become soft, and is not particularly limited as long as the plastisol composition intended by the present invention can be obtained.
可塑剤として、例えば、フタル酸ブチルベンジル（ブチルベンジルフタレート：ＢＢＰ）、フタル酸オクチルベンジル（オクチルベンジルフタレート：ＯＢＰ）、及びフタル酸イソノニルベンジル（イソノニルベンジルフタレート）等のアルキルベンジルフタレート；フタル酸ジメチルシクロヘキシル（ジメチルシクロヘキシルフタレート：ＤＭＣＨＰ）；フタル酸ポリエステル；安息香酸エステル；フタル酸ジイソノニル（ジイソノニルフタレート：ＤＩＮＰ）、フタル酸ジオクチル（ジオクチルフタレート：ＤＯＰ）、フタル酸ジメチル（ジメチルフタレート：ＤＭＰ）、フタル酸ジエチル（ジエチルフタレート：ＤＥＰ）、フタル酸ジブチル（ジブチルフタレート：ＤＢＰ）、フタル酸ジヘプチル（ジヘプチルフタレート：ＤＨＰ）、フタル酸ジノニル（ジノニルフタレート：ＤＮＰ）、フタル酸ジデシル（ジデシルフタレート：ＤＤＰ）、フタル酸ジノルマルオクチル（ジノルマルオクチルフタレート：ＤｎＯＰ）、フタル酸ジイソデシル（ジイソデシルフタレート：ＤＩＤＰ）、及びフタル酸ビス−２−エチルへキシル（ビスー２−エチルフタレート：ＤＥＨＰ）等のジアルキルフタレート；トリメリット酸トリス（トリオクチルトリメリテート：ＴＯＴＭ）、トリオクチルトリメリテート（ＴＯＴＮ）、トリイソオクチルトリメリテート、及びトリイソデシルトリメリテート等のトリメリット酸エステル；１，２−シクロヘキサンジカルボン酸ジイソノニルエステル、アジピン酸ジイソノニル、アジピン酸ジオクチル、コハク酸ジイソノニル等の脂肪族又は脂環族ジカルボン酸ジエステル；アルキルスルホン酸フェニル系エステル；トリブチルホスフェート、トリオクチルホスフェート、オクチルジフェニルホスフェート、トリブトキシエチルホスフェート、トリクロロエチルホスフェート、トリス（２−クロロプロピル）ホスフェート、トリス（２，３−ジクロロプロピル）ホスフェート、トリス（２，３−ジブロモプロピル）ホスフェート、トリス（ブロモクロロプロピル）ホスフェート、ビス（２，３−ジブロモプロピル）−２，３−ジクロロプロピルホスフェート、
ビス（クロロプロピル）モノオクチルホスフェート等のリン酸エステル系可塑剤等を例示できる。
As the plasticizer, for example, alkylbenzyl phthalates such as butyl benzyl phthalate (butyl benzyl phthalate: BBP), octyl benzyl phthalate (octyl benzyl phthalate: OBP), and isononyl benzyl phthalate (isononyl benzyl phthalate); phthalates. Didimethylcyclohexyl (dimethylcyclohexylphthalate: DMCHP); polyester phthalate; benzoate ester; diisononyl phthalate (diisononyl phthalate: DINP), dioctyl phthalate (dioctyl phthalate: DOP), dimethyl phthalate (dimethyl phthalate: DMP), phthalate Diethyl (diethylphthalate: DEP), dibutyl phthalate (dibutyl phthalate: DBP), diheptyl phthalate (diheptyl phthalate: DHP), dinonyl phthalate (dinonyl phthalate: DNP), didecyl phthalate (didecyl phthalate: DDP) , Dialkylphthalates such as dinormal octyl phthalate (dinormal octyl phthalate: DnOP), diisodecyl phthalate (diisodecyl phthalate: DIDP), and bis-2-ethylhexyl phthalate (bis-2-ethylphthalate: DEHP); tri Trimellitic acid esters such as trisolic acid tris (trioctyl lymericate: TOTM), trioctyl lymericate (TOTN), triisooctyl lymericate, and triisodecyl trimerite; 1,2-cyclohexanedicarboxylic acid diisononyl ester, diisononyl adipate, dioctyl adipate, aliphatic or alicyclic dicarboxylic acid diester such as diisononyl succinate, alkyl phenyl sulfonate-based ester le; tributyl phosphate, trioctyl phosphate, octyl diphenyl phosphate, tributoxyethyl phosphate, Trichloroethyl Phthalate, Tris (2-chloropropyl) Phthalate, Tris (2,3-dichloropropyl) Phthalate, Tris (2,3-Dibromopropyl) Phthalate, Tris (Bromochloropropyl) Phthalate, Bis (2,3-Dibromo) Propyl) -2,3-dichloropropyl phosphate,
Examples thereof include phosphoric acid ester-based plasticizers such as bis (chloropropyl) monooctyl phosphate.
可塑剤は、フタル酸ジエステルを含むことが好ましく、フタル酸ジエステルは、アルキルベンジルフタレート及び／又はジアルキルフタレートを含むことがより好ましい。
可塑剤が、フタル酸ジエステルを含む場合、適度な硬化性を持ちながら貯蔵安定性が優れ好ましく、アルキルベンジルフタレート及び／又はジアルキルフタレートを含む場合、硬化性を高めより好ましい。
The plasticizer preferably contains a phthalate diester, and the phthalate diester more preferably contains an alkylbenzyl phthalate and / or a dialkyl phthalate.
When the plasticizer contains a phthalate diester, it is preferable that it has an appropriate curability and storage stability is excellent, and when it contains an alkylbenzyl phthalate and / or a dialkyl phthalate, the curability is enhanced and more preferable.
本発明の実施形態のプラスチゾル組成物は、プラスチゾル組成物全体を１００質量部として、可塑剤を、例えば、５〜６０質量部含むことができ、１０〜５５質量部含むことが好ましく、１５〜５０質量部含むことがより好ましく、２０〜４０質量部含むことが更により好ましい。 The plastisol composition of the embodiment of the present invention may contain, for example, 5 to 60 parts by mass, preferably 10 to 55 parts by mass, and 15 to 50 parts by mass of the plasticizer, with the entire plastisol composition as 100 parts by mass. It is more preferably contained by mass, and even more preferably 20 to 40 parts by mass.
本発明の実施形態のプラスチゾル組成物は、プラスチゾル組成物全体を１００質量部として、上述のフタル酸ジエステルを、例えば、５〜６０質量部含むことができ、１０〜５５質量部含むことが好ましく、１５〜５０質量部含むことがより好ましく、２０〜４０質量部含むことが更により好ましい。 The plastisol composition of the embodiment of the present invention may contain, for example, 5 to 60 parts by mass and preferably 10 to 55 parts by mass of the above-mentioned phthalate diester, with the entire plastisol composition as 100 parts by mass. It is more preferable to contain 15 to 50 parts by mass, and even more preferably 20 to 40 parts by mass.
本発明の実施形態のプラスチゾル組成物は、プラスチゾル組成物全体を１００質量部として、アルキルベンジルフタレートを、例えば、０．１〜６０質量部含むことができ、０．３〜２０質量部含むことが好ましく、０．５〜１０質量部含むことがより好ましく、１〜５質量部含むことが更により好ましい。 The plastisol composition of the embodiment of the present invention may contain, for example, 0.1 to 60 parts by mass, and 0.3 to 20 parts by mass, with the entire plastisol composition as 100 parts by mass. It is preferable to contain 0.5 to 10 parts by mass, and even more preferably 1 to 5 parts by mass.
本発明の実施形態のプラスチゾル組成物は、プラスチゾル組成物全体を１００質量部として、ジアルキルフタレートを、例えば、０．１〜６０質量部含むことができ、０．２〜５０質量部含むことが好ましく、０．３〜４０質量部含むことがより好ましく、０．５〜３０質量部含むことが更により好ましい。 The plastisol composition according to the embodiment of the present invention may contain, for example, 0.1 to 60 parts by mass, preferably 0.2 to 50 parts by mass, with the entire plastisol composition as 100 parts by mass. , 0.3 to 40 parts by mass is more preferable, and 0.5 to 30 parts by mass is even more preferable.
本明細書において、密着剤とは、本実施形態のプラスチゾル組成物から形成される膜（基材上の塗膜）の、基材に対する密着性（又は接着性）を向上させることができ、本発明が目的とするプラスチゾル組成物を得ることができる限り、特に制限されることはない。 In the present specification, the adhesive can improve the adhesion (or adhesiveness) of the film (coating film on the substrate) formed from the plastisol composition of the present embodiment to the substrate. As long as the plastisol composition intended by the present invention can be obtained, there is no particular limitation.
密着剤として、例えば、ブロックイソシアネート、ポリアミド、エポキシ樹脂、ポリアミン、ポリオール等を例示することができる。 As the adhesive, for example, blocked isocyanate, polyamide, epoxy resin, polyamine, polyol and the like can be exemplified.
密着剤は、ブロックイソシアネートを含むことができ、含むことが好ましい。「ブロックイソシアネート」は、例えば、比較的低分子のポリイソシアネート成分の末端のＮＣＯ基が、例えば、重亜硫酸塩類、フェノール、クレゾール、エチルフェノールなどのフェノール系化合物、アセトアニリド、酢酸アミド等の酸アミド化合物、ε‐カプロラクタム、δ‐バレロラクタムなどのラクタム系化合物、低級１価アルコール、セロソルブ、ジフェニルアニリン、アニリン、エチレンイミン、ピラゾールなどのアミン系化合物、アセトアルドオキシム、アセトンオキシム、メチルエチルケトンオキシム、シクロヘキサノンオキシムなどのオキシム系化合物等のブロック剤でブロックされた化合物をいう。
ブロック剤は、ポリイソシアネートのイソシアナート基と結合し、常温では安定であるが、ある温度以上に加熱されると、イソシアネート基から解離可能な、活性水素を含む化合物をいい、本発明が目的とするプラスチゾル組成物を得られる限り特に制限されることはない。本発明の実施形態において、比較的低温で解離することが求められることから、オキシム系化合物、アミン系化合物等が、ブロック剤として好ましい。
The adhering agent can and preferably contains a blocked isocyanate. In the "blocked isocyanate", for example, the NCO group at the terminal of a relatively low molecular weight polyisocyanate component is, for example, a phenolic compound such as heavy sulfites, phenol, cresol, ethylphenol, or an acid amide compound such as acetanilide or acetate amide. , Ε-caprolactam, δ-valerolactam and other lactam compounds, lower monovalent alcohols, cellosolve, diphenylaniline, aniline, ethyleneimine, pyrazole and other amine compounds, acetaldoxime, acetoneoxime, methylethylketone oxime, cyclohexanone oxime, etc. Refers to a compound blocked with a blocking agent such as an oxime compound.
The blocking agent is a compound containing active hydrogen that binds to the isocyanate group of polyisocyanate and is stable at room temperature, but can be dissociated from the isocyanate group when heated to a certain temperature or higher. The plastisol composition is not particularly limited as long as it can be obtained. In the embodiment of the present invention, oxime compounds, amine compounds and the like are preferable as the blocking agent because dissociation is required at a relatively low temperature.
ポリイソシアネート成分として、例えば、ヘキサメチレンジイソシアネート（ＨＤＩ）等の脂肪族イソシアネート；ジフェニルメタンジイソシアネート（ＭＤＩ）、トリレンジイソシアネート（ＴＤＩ）、メタフェニレンジイソシアネート、ナフチレンジイソシアネート、トリフェニルメタントリイソシアネート等の芳香族イソシアネート；イソホロンジイソシアネート、水添ＭＤＩ等の脂環式ジイソシアネート；これらのイソシアネートのビューレット体、イソシアヌレート体、エチレングリコール、トリメチロールプロパン等の多価アルコールとのアダクト体、又は、ウレタンプレポリマ等を例示できる。 As the polyisocyanate component, for example, aliphatic isocyanates such as hexamethylene diisocyanate (HDI); aromatic isocyanates such as diphenylmethane diisocyanate (MDI), tolylene diisocyanate (TDI), metaphenylene diisocyanate, naphthylene diisocyanate, and triphenylmethane triisocyanate. Alicyclic diisocyanates such as isophorone diisocyanates and hydrogenated MDIs; burettes of these isocyanates, isocyanurates, adducts with polyhydric alcohols such as ethylene glycol and trimethylolpropane, or urethane prepolymas. it can.
ブロックイソシアネートは、ウレタンプレポリマをブロックしたブロックウレタンプレポリマー、（所謂、ブロック型ウレタン樹脂）を含むことができる。ブロック型ウレタン樹脂は、塗布後の加熱によりブロック剤が解離すると、ウレタン樹脂の分子間架橋による橋かけ反応を生じ、橋かけ反応でウレタン樹脂が網目構造をとり得る。 The blocked isocyanate can contain a blocked urethane prepolymer in which the urethane prepolymer is blocked (so-called block type urethane resin). In the block-type urethane resin, when the blocking agent is dissociated by heating after coating, a cross-linking reaction occurs due to intermolecular cross-linking of the urethane resin, and the urethane resin can form a network structure by the cross-linking reaction.
ブロック型ウレタン樹脂として、例えば、ポリエーテルポリオール及びポリエステルポリオール等のポリオールと、ジフェニルメタンジイソシアナート（ＭＤＩ）、トリレンジイソシアナート（ＴＤＩ）及びヘキサメチレンジイソシアナート（ＨＤＩ）等のイソシアナートとを反応させて得られるウレタン樹脂を、上述のブロック剤を用いてブロックしたブロック型ウレタン樹脂を用いることができる。ポリプロピレングリコール（ＰＰＧ）とトリレンジイソシアナート（ＴＤＩ）またはジフェニルメタンジイソシアナート（ＭＤＩ）から合成されたウレタン樹脂を用いることが好ましい。 As the block type urethane resin, for example, a polyol such as a polyether polyol and a polyester polyol is reacted with an isocyanate such as diphenylmethane diisocyanate (MDI), tolylene diisocyanate (TDI) and hexamethylene diisocyanate (HDI). A block-type urethane resin obtained by blocking the urethane resin obtained by using the above-mentioned blocking agent can be used. It is preferable to use a urethane resin synthesized from polypropylene glycol (PPG) and tolylene diisocyanate (TDI) or diphenylmethane diisocyanate (MDI).
密着剤としての「ポリアミド」は、例えば、ヘキサメチレンジアミン等の脂肪族ジアミン、または芳香族ジアミン等のポリアミン類と多塩基酸とを反応させて得られるアミド、具体的には、リノール酸等の不飽和脂肪酸を熱重合したダイマー酸またはトリマー酸等の重合脂肪酸とポリアミンとの反応生成物等を含むことができ、本発明が目的とするプラスチゾル組成物を得られる限り、特に制限されることはない。 The "polyamide" as an adhesive is, for example, an amide obtained by reacting an aliphatic diamine such as hexamethylenediamine or a polyamine such as an aromatic diamine with a polybasic acid, specifically, a linoleic acid or the like. It can contain a reaction product of a polymerized fatty acid such as diamine or trimeric acid obtained by thermally polymerizing an unsaturated fatty acid and a polyamine, and is not particularly limited as long as the plastisol composition of the present invention can be obtained. Absent.
密着剤としての「エポキシ樹脂」は、分子中に２以上のエポキシ基を含む化合物であって、本発明が目的とするプラスチゾル組成物を得られる限り特に制限されることはない。例えば、ビスフェノールＡジグリシジルエーテル型エポキシ樹脂、ノボラック型エポキシ樹脂、脂環式エポキシ樹脂、グリシジルエステル型エポキシ樹脂、線状脂肪族エポキシ樹脂等を例示することができる。また、このエポキシ樹脂は、例えば、可撓性を付与するためにＮＢＲ等のゴムで変性した各種変性タイプの化合物を使用することができる。 The "epoxy resin" as the adhesive is a compound containing two or more epoxy groups in the molecule, and is not particularly limited as long as the plastisol composition intended by the present invention can be obtained. For example, bisphenol A diglycidyl ether type epoxy resin, novolak type epoxy resin, alicyclic epoxy resin, glycidyl ester type epoxy resin, linear aliphatic epoxy resin and the like can be exemplified. Further, as this epoxy resin, for example, various modified types of compounds modified with rubber such as NBR can be used in order to impart flexibility.
本発明の実施形態のプラスチゾル組成物は、プラスチゾル組成物全体を１００質量部として、密着剤を、例えば、０．１〜３０質量部含むことができ、０．２〜１０質量部含むことが好ましく、０．３〜７質量部含むことがより好ましく、１〜４質量部含むことが更により好ましい。 The plastisol composition of the embodiment of the present invention may contain, for example, 0.1 to 30 parts by mass, and preferably 0.2 to 10 parts by mass, with the entire plastizol composition as 100 parts by mass. , 0.3 to 7 parts by mass is more preferable, and 1 to 4 parts by mass is even more preferable.
本発明の実施形態のプラスチゾル組成物は、プラスチゾル組成物全体を１００質量部として、上述のブロックイソシアネートを、例えば、０．１〜３０質量部含むことができ、０．２〜１０質量部含むことが好ましく、０．３〜７質量部含むことがより好ましく、１〜４質量部含むことが更により好ましい。 The plastisol composition of the embodiment of the present invention may contain, for example, 0.1 to 30 parts by mass and 0.2 to 10 parts by mass of the above-mentioned blocked isocyanate, with the entire plastisol composition as 100 parts by mass. It is more preferable to contain 0.3 to 7 parts by mass, and even more preferably 1 to 4 parts by mass.
ブロックイソシアネートは、脂肪族ブロックイソシアネートと芳香族ブロックイソシアネートの両方を含むことができる。ブロックイソシアネートは、芳香族ブロックイソシアネートを含むことが好ましい。 The blocked isocyanate can include both an aliphatic blocked isocyanate and an aromatic blocked isocyanate. The blocked isocyanate preferably contains an aromatic blocked isocyanate.
本発明の実施形態のプラスチゾル組成物は、その他の成分を適宜含むことができる。その他の成分として、例えば、硬化剤、充填材、希釈剤、界面活性剤（上述の一般式（１）で示される化合物を除く）、その他の添加剤等を例示することができる。 The plastisol composition of the embodiment of the present invention may appropriately contain other components. Examples of other components include curing agents, fillers, diluents, surfactants (excluding the compounds represented by the above general formula (1)), and other additives.
本発明の実施形態において、硬化剤とは、常温では硬化作用を有さないが、ある温度になると、硬化作用を発現する化合物であって、本発明が目的とするプラスチゾル組成物を得られる限り、特に制限されることはない。
硬化剤として、例えば、６０℃以上、好ましくは１００〜２００℃の温度で活性化してエポキシ樹脂と反応し得る潜在性硬化剤（活性化温度６０℃未満のものでは、粘度が上昇し、貯蔵安定性が悪化するので望ましくない）：具体例として、アジピン酸ジヒドラジド、セバチン酸ジヒドラジド、イソフタル酸ジヒドラジド、ドデカンジオヒドラジド、１，３−ビス（ヒドラジノカルボエチル）−５−イソプロピルヒダントイン、エイコサン二酸ジヒドラジド、ハイドロキノンジグリコール酸ジヒドラジド、レゾルシノールジグリコール酸ジヒドラジド、４，４’−エチリデンビスフェノールジグリコール酸ジヒドラジド等のジヒドラジド化合物；４，４’−ジアミノジフェニルスルホン；イミダゾール、２−ｎ−ヘプタンデシルイミダゾール等のイミダゾール化合物；メラミン；ベンゾグアナミン；Ｎ，Ｎ’−ジアルキル尿素化合物；Ｎ，Ｎ’−ジアルキルチオ尿素化合物；ジアミノジフェニルメタン、ジアミノビフェニル、ジアミノフェニール、フェニレンジアミン、トリレンジアミン、ドデカンジアミン、デカンジアミン、オクタンジアミン、テトラデカンジアミン、ヘキサデカンジアミン、ポリオキシプロピレンジアミン、ヒドラジド系ポリアミン等の融点６０℃以上の常温固形のポリアミン；シアノグアニジン等のグアニジン誘導体が挙げられる。これらの１種あるいは２種以上を混合して用いることができる。
硬化剤として市販品を使用することができ、例えば、ADEKA社製のEH-4030s（商品名）、日本ヒドラジド社製のADH（商品名）、ADEKA社製のEH3731s（商品名）等を例示することができる。
In the embodiment of the present invention, the curing agent is a compound that does not have a curing action at room temperature but exhibits a curing action at a certain temperature as long as the plastisol composition intended by the present invention can be obtained. , There are no particular restrictions.
As a curing agent, for example, a latent curing agent that can be activated at a temperature of 60 ° C. or higher, preferably 100 to 200 ° C. and react with an epoxy resin (if the activation temperature is less than 60 ° C., the viscosity increases and storage stability is achieved. (Not desirable as it worsens sex): Specific examples include adipic acid dihydrazide, sebatate dihydrazide, isophthalate dihydrazide, dodecandiohydrazide, 1,3-bis (hydrazinocarboethyl) -5-isopropylhydrandine, eicosandioic acid dihydrazide. , Hydroquinone diglycolic acid dihydrazide, resorcinol diglycolic acid dihydrazide, 4,4'-ethylidenebisphenol diglycolic acid dihydrazide and other dihydrazide compounds; 4,4'-diaminodiphenylsulfone; imidazole, 2-n-heptandecylimidazole and other imidazole Compounds; Melamine; Benzoguanamine; N, N'-dialkylurea compounds; N, N'-dialkylthiourea compounds; diaminodiphenylmethane, diaminobiphenyl, diaminophenyl, phenylenediamine, tolylene diamine, dodecanediamine, decanediamine, octanediamine, Examples thereof include polyamines such as tetradecanediamine, hexadecanediamine, polyoxypropylene diamine, and hydrazide-based polyamines which are solid at room temperature having a melting point of 60 ° C. or higher; and guanidine derivatives such as cyanoguanidine. One or a mixture of two or more of these can be used.
Commercially available products can be used as the curing agent, and examples thereof include EH-4030s (trade name) manufactured by ADEKA, ADH (trade name) manufactured by Japan Hydrazide, and EH3731s (trade name) manufactured by ADEKA. be able to.
本発明の実施形態において、充填材とは、本発明の実施形態のプラスチゾル組成物を増量するとともに、プラスチゾル組成物から形成される膜にある程度の強さを与えることができる化合物であって、本発明が目的とするプラスチゾル組成物を得られる限り、特に制限されることはない。 In the embodiment of the present invention, the filler is a compound capable of increasing the amount of the plastisol composition of the embodiment of the present invention and imparting a certain degree of strength to the film formed from the plastisol composition. As long as the plastisol composition intended by the present invention can be obtained, there is no particular limitation.
充填材として、例えば、炭酸カルシウム（重質炭酸カルシウム、沈降性炭酸カルシウム、表面処理炭酸カルシウム等）、炭酸マグネシウム、硫酸バリウム等のアルカリ土類金属の炭酸塩及び硫酸塩、マイカ（雲母）、グラファイト、タルク（滑石）、クレー、硝子フレーク（硝子ビーズ）、ヒル石、カオリナイト、ワラストナイト（針状カルシウムメタシリケート）、シリカ、珪藻土、石膏、セメント、転炉スラグ、シラス、ゼオライト、セルロース粉、粉末ゴム、ゾノライト、チタン酸カリウム、ベントナイト、窒化アルミ、窒化珪素、亜鉛華、酸化チタン、酸化カルシウム、アルミナ、酸化亜鉛、酸化鉄、酸化マグネシウム、酸化チタン、水酸化マグネシウム、水酸化アルミニウム、珪酸カルシウム、その他にも炭酸カルシウムウィスカ（針状炭酸カルシウム）、セラミック短繊維またはそのウィスカ、ロックウール短繊維、ガラスファイバー短繊維、チタン酸カリウム短繊維、ケイ酸カルシウム短繊維、アルミニウムシリケート、カーボンファイバー短繊維、アラミドファイバー短繊維、セピオライト等の鉱物繊維、各種ホイスカー等の繊維状充填材、ガラスバルーン、シリカバルーン、樹脂バルーン、炭素無機中空球等の中空状充填材、塩化ビニリデン、アクリルニトリル等の有機合成樹脂からなるプラスチックバルーン等の有機中空状充填材や、アルミニウムフィラー等のメタリックフィラー等を例示できる。 As the filler, for example, calcium carbonate (heavy calcium carbonate, precipitated calcium carbonate, surface-treated calcium carbonate, etc.), magnesium carbonate, carbonates and sulfates of alkaline earth metals such as barium sulfate, mica (mica), graphite. , Tarku (talc), clay, glass flakes (glass beads), hill stone, kaolinite, wallastonite (needle calcium metasilicate), silica, diatomaceous earth, gypsum, cement, converter slag, silas, zeolite, cellulose powder , Powdered rubber, zonolite, potassium titanate, bentonite, aluminum nitride, silicon nitride, zinc flower, titanium oxide, calcium oxide, alumina, zinc oxide, iron oxide, magnesium oxide, titanium oxide, magnesium hydroxide, aluminum hydroxide, silicic acid Calcium and other calcium carbonate whisker (needle calcium carbonate), ceramic short fiber or its whisker, rock wool short fiber, glass fiber short fiber, potassium titanate short fiber, calcium silicate short fiber, aluminum silicate, carbon fiber short Fibers, aramid fiber short fibers, mineral fibers such as sepiolite, fibrous fillers such as various whiskers, hollow fillers such as glass balloons, silica balloons, resin balloons, carbon-inorganic hollow spheres, organics such as vinylidene chloride and acrylic nitrile Examples thereof include an organic hollow filler such as a plastic balloon made of synthetic resin, a metallic filler such as an aluminum filler, and the like.
本発明の実施形態において、希釈剤とは、本実施形態のプラスチゾル組成物の流動性を維持し得る化合物であって、本発明が目的とするプラスチゾル組成物を得られる限り、特に制限されることはない。
希釈剤として、例えば、ナフサ、パラフィン等の高沸点炭化水素系溶剤等を例示することができる。
希釈剤として市販品を使用することができ、希釈剤の沸点が100℃以上、250℃以下であることが好ましく、より好ましくは希釈剤の沸点は１５０℃以上、２２０℃以下、さらに好ましくは１６０℃以上、２００℃以下である。例えば、エクソンモービル社製のアイソパーH（商品名）、エクソンモービル社製のD-40（商品名）、エクソンモービル社製のD-80（商品名）等を例示することができる。
In the embodiment of the present invention, the diluent is a compound capable of maintaining the fluidity of the plastisol composition of the present embodiment, and is particularly limited as long as the plastisol composition of the present invention can be obtained. There is no.
Examples of the diluent include high boiling point hydrocarbon solvents such as naphtha and paraffin.
A commercially available product can be used as the diluent, and the boiling point of the diluent is preferably 100 ° C. or higher and 250 ° C. or lower, more preferably the boiling point of the diluent is 150 ° C. or higher and 220 ° C. or lower, and further preferably 160 ° C. ° C or higher and 200 ° C or lower. For example, ExxonMobil's Isopar H (trade name), ExxonMobil's D-40 (trade name), ExxonMobil's D-80 (trade name), and the like can be exemplified.
本発明の実施形態において、その他の添加剤として、例えば、吸湿剤（酸化カルシウム、モレキュラーシーブス等）、揺変性賦与剤（有機ベントナイト、フュームドシリカ、ステアリン酸アルミニウム、金属石けん類、ヒマシ油誘導体等）、安定剤［２，６−ジ−ｔ−ブチル−４−メチルフェノール、２，２−メチレン−ビス（４−メチル−６−ｔ−ブチルフェノール）、ジブチルジチオカルバミン酸ニッケル等］、硬化促進剤（ジブチル錫ジラウレート、オクチル酸鉛、オクチル酸ビスナス等）、顔料（タルク、酸化チタン、酸化亜鉛、アルミナ）等を例示することができる。その他の添加剤は、本発明が目的とするプラスチゾル組成物を得られる限り、特に制限されることなく、適宜使用することができる。 In the embodiment of the present invention, as other additives, for example, a hygroscopic agent (calcium oxide, molecular sieves, etc.), a rock denaturing additive (organic bentonite, fumed silica, aluminum stearate, metal soaps, castor oil derivative, etc.) ), Stabilizer [2,6-di-t-butyl-4-methylphenol, 2,2-methylene-bis (4-methyl-6-t-butylphenol), nickel dibutyldithiocarbamate, etc.], Hardening accelerator ( Examples thereof include dibutyltin dilaurate, lead octylate, bisnas octylate, etc.), pigments (talc, titanium oxide, zinc oxide, alumina) and the like. Other additives can be appropriately used without particular limitation as long as the plastisol composition intended by the present invention can be obtained.
本発明の実施形態のプラスチゾル組成物は、上述の成分を混合することによって製造することができる。
プラスチゾル組成物は、混合分散機として、具体的には、例えば、プラネタリーミキサー、ニーダー、アトライター、グレンミル、ロール、ディゾルバー等を使用して、標記成分を混合して製造することができる。
本発明の実施形態のプラスチゾル組成物は、粉末状熱可塑性樹脂が可塑剤に均質分散された流動性を有したゾル状の形態を有することができ、通常充填剤などを含むことができる。
The plastisol composition of the embodiment of the present invention can be produced by mixing the above-mentioned components.
The plastisol composition can be produced by mixing the title components using a mixing / dispersing machine, specifically, for example, a planetary mixer, a kneader, an attritor, a grain mill, a roll, a dissolver, or the like.
The plastisol composition of the embodiment of the present invention can have a sol-like form in which the powdery thermoplastic resin is homogeneously dispersed in the plasticizer and has fluidity, and can usually contain a filler or the like.
本発明の実施形態のプラスチゾル組成物は、保存安定性に優れることが好ましい。保存安定性は、４０℃で７日間保管し、その前後の粘度を測定し、保管前の粘度を基準として、粘度が何％増えたか（粘度増加率）で評価する。詳細な評価方法は、実施例に記載した。
粘度増加率は、40％ 以下である場合Ａ（優良）、40％を超え、60％ 以下である場合Ｂ（良）、60％を超え、80％ 以下である場合Ｃ（普通）、80％を超える場合Ｄ（不十分）、ゲル化を認めた場合Ｅ（不良）。
The plastisol composition of the embodiment of the present invention preferably has excellent storage stability. The storage stability is evaluated by storing at 40 ° C. for 7 days, measuring the viscosity before and after that, and evaluating by what percentage the viscosity has increased (viscosity increase rate) based on the viscosity before storage. The detailed evaluation method is described in Examples.
The viscosity increase rate is A (excellent) when it is 40% or less, B (good) when it is over 40% and 60% or less, C (normal) when it is over 60% and 80% or less, 80%. If it exceeds, D (insufficient), and if gelation is observed, E (defective).
本発明の実施形態のプラスチゾル組成物は、１００℃において14分保持焼付後のせん断強度は、0.2〜3.0ＭＰａであることが好ましく、0.3〜2.0ＭＰａであることがより好ましく、0.4〜1.5MPａであることが更により好ましい。
本発明の実施形態のプラスチゾル組成物は、１００℃において14分保持焼付後の抗張力は、0.1〜2.5ＭＰａであることが好ましく、0.2〜1.5ＭＰａであることがより好ましく、0.3〜1.0ＭＰａであることが更により好ましい。
本発明の実施形態のプラスチゾル組成物は、１００℃において14分保持焼後の伸び率は、50〜400％であることが好ましく、70〜300％であることがより好ましく、80〜200％であることが更により好ましい。
本発明の実施形態のプラスチゾル組成物は、１００℃において14分保持焼付後の破壊状態は、凝集破壊（ＣＦ）であることが好ましい。
The plastisol composition of the embodiment of the present invention has a shear strength of 0.2 to 3.0 MPa, more preferably 0.3 to 2.0 MPa, and 0.4 to 1.5 MPa after holding and baking at 100 ° C. for 14 minutes. It is even more preferable to have.
The plastisol composition of the embodiment of the present invention has a tensile strength of 0.1 to 2.5 MPa, more preferably 0.2 to 1.5 MPa, and 0.3 to 1.0 MPa after holding and baking at 100 ° C. for 14 minutes. Is even more preferable.
In the plastisol composition of the embodiment of the present invention, the elongation rate after holding for 14 minutes at 100 ° C. after baking is preferably 50 to 400%, more preferably 70 to 300%, and 80 to 200%. It is even more preferable to have.
In the plastisol composition of the embodiment of the present invention, the fracture state after holding and baking at 100 ° C. for 14 minutes is preferably cohesive fracture (CF).
本発明の実施形態のプラスチゾル組成物は、１１０℃において14分保持焼付後のせん断強度は、0.2〜3.0ＭＰａであることが好ましく、0.3〜2.0ＭＰａであることがより好ましく、0.4〜1.5ＭＰａであることが更により好ましい。
本発明の実施形態のプラスチゾル組成物は、１１０℃において14分保持焼付後の抗張力は、0.1〜2.5ＭＰａであることが好ましく、0.2〜1.5ＭＰａであることがより好ましく、0.3〜1.0ＭＰａであることが更により好ましい。
本発明の実施形態のプラスチゾル組成物は、１１０℃において14分保持焼付後の伸び率は、50〜400％であることが好ましく、70〜300％であることがより好ましく、80〜200％であることが更により好ましい。
本発明の実施形態のプラスチゾル組成物は、１１０℃において14分保持焼付後の破壊状態は、凝集破壊（ＣＦ）であることが好ましい。
The plastisol composition of the embodiment of the present invention has a shear strength of 0.2 to 3.0 MPa, more preferably 0.3 to 2.0 MPa, and 0.4 to 1.5 MPa after holding and baking at 110 ° C. for 14 minutes. It is even more preferable to have.
The plastisol composition of the embodiment of the present invention has a tensile strength of 0.1 to 2.5 MPa, more preferably 0.2 to 1.5 MPa, and more preferably 0.3 to 1.0 MPa after holding and baking at 110 ° C. for 14 minutes. Is even more preferable.
In the plastisol composition of the embodiment of the present invention, the elongation rate after holding and baking at 110 ° C. for 14 minutes is preferably 50 to 400%, more preferably 70 to 300%, and 80 to 200%. It is even more preferable to have.
In the plastisol composition of the embodiment of the present invention, the fracture state after holding and baking at 110 ° C. for 14 minutes is preferably cohesive fracture (CF).
本発明の実施形態のプラスチゾル組成物は、１２０℃において14分保持焼付後のせん断強度は、0.2〜3.0ＭＰａであることが好ましく、0.3〜2.0ＭＰａであることがより好ましく、0.4〜1.5ＭＰａであることが更により好ましい。
本発明の実施形態のプラスチゾル組成物は、１２０℃において14分保持焼付後の抗張力は、0.1〜2.5ＭＰａであることが好ましく、0.2〜1.5ＭＰａであることがより好ましく、0.3〜1.0ＭＰａであることが更により好ましい。
本発明の実施形態のプラスチゾル組成物は、１２０℃において14分保持焼付後の伸び率は、50〜400％であることが好ましく、70〜300％であることがより好ましく、80〜200％であることが更により好ましい。
本発明の実施形態のプラスチゾル組成物は、１２０℃において14分保持焼付後の破壊状態は、凝集破壊（ＣＦ）であることが好ましい。
The plastisol composition of the embodiment of the present invention has a shear strength of 0.2 to 3.0 MPa, more preferably 0.3 to 2.0 MPa, and 0.4 to 1.5 MPa after holding and baking at 120 ° C. for 14 minutes. It is even more preferable to have.
The plastisol composition of the embodiment of the present invention has a tensile strength of 0.1 to 2.5 MPa, more preferably 0.2 to 1.5 MPa, and 0.3 to 1.0 MPa after holding and baking at 120 ° C. for 14 minutes. Is even more preferable.
The plastisol composition of the embodiment of the present invention has an elongation rate of 50 to 400%, more preferably 70 to 300%, and 80 to 200% after holding and baking at 120 ° C. for 14 minutes. It is even more preferable to have.
In the plastisol composition of the embodiment of the present invention, the fracture state after holding and baking at 120 ° C. for 14 minutes is preferably cohesive fracture (CF).
本実施形態のプラスチゾル組成物は、公知の塗装方法、例えば、刷毛塗り、ローラー塗装、エアスプレー塗装、静電塗装、エアレススプレー塗装等の塗布方法を用いて、必要な場所に任意の厚さ及び塗布形態において塗布することができ、例えば、熱風循環乾燥炉等を使用して所定温度に加熱することで塗膜を形成することができる。 The plastisol composition of the present embodiment uses a known coating method, for example, a coating method such as brush coating, roller coating, air spray coating, electrostatic coating, airless spray coating, etc., to obtain an arbitrary thickness and an arbitrary thickness in a required place. It can be applied in a coating form, and for example, a coating film can be formed by heating to a predetermined temperature using a hot air circulation drying furnace or the like.
本発明の実施形態において、本発明の実施形態のプラスチゾル組成物を使用することを含む、自動車の製造方法を提供することができる。
本発明の実施形態のプラスチゾル組成物は、自動車を製造するための塗装工程に使用することができる。塗装方法として、例えば、エアレススプレー塗装を用いることができ、このエアレススプレー塗装に、静電エアレススプレー塗装及びエアアシストエアレススプレー塗装等の改良方法も含まれる。
In the embodiment of the present invention, it is possible to provide a method for manufacturing an automobile, which comprises using the plastisol composition of the embodiment of the present invention.
The plastisol composition of the embodiment of the present invention can be used in a painting process for manufacturing an automobile. As the coating method, for example, airless spray coating can be used, and the airless spray coating includes improved methods such as electrostatic airless spray coating and air assist airless spray coating.
上記塗装手段において、コンピュータ制御による自動塗装機や、ロボット塗装機による塗装も可能である。 In the above coating means, coating by a computer-controlled automatic coating machine or a robot coating machine is also possible.
以下、本発明を実施例及び比較例により具体的かつ詳細に説明するが、これらの実施例は本発明の一態様にすぎず、本発明はこれらの例によって何ら限定されるものではない。 Hereinafter, the present invention will be described in detail with reference to Examples and Comparative Examples, but these Examples are only one aspect of the present invention, and the present invention is not limited to these Examples.
本実施例で使用した成分を以下に示す。
（Ａ）熱可塑性樹脂
(a1)塩化ビニルホモポリマー
(a2)酢酸ビニル−塩化ビニルコポリマー（酢酸ビニル含有量：５〜６質量％）（東ソー社製のリューロンペースト952（商品名））
(a3)酢酸ビニル−塩化ビニルコポリマー（酢酸ビニル含有量：８〜９質量％）（東ソー社製のリューロンペーストG50（商品名））
(a4)酢酸ビニル−塩化ビニルコポリマー（酢酸ビニル含有量：１４〜１５質量％）（東ソー社製のLB-082（商品名））
(a5)アクリル樹脂（カルボキシル基を有する）（三菱ケミカル社製のダイヤナールLP-3106（商品名））
(a6)アクリル樹脂（アセトアセチル基を有する）（三菱ケミカル社製のダイヤナールLP-3104（商品名））
The components used in this example are shown below.
(A) Thermoplastic resin
(a1) Vinyl chloride homopolymer
(a2) Vinyl Acetate-Vinyl Chloride Copolymer (Vinyl Acetate Content: 5-6% by Mass) (Tosoh's Luron Paste 952 (trade name))
(a3) Vinyl Acetate-Vinyl Chloride Copolymer (Vinyl Acetate Content: 8-9% by Mass) (Tosoh Luron Paste G50 (trade name))
(a4) Vinyl acetate-vinyl chloride copolymer (vinyl acetate content: 14 to 15% by mass) (LB-082 (trade name) manufactured by Tosoh Corporation)
(a5) Acrylic resin (having a carboxyl group) (Dianal LP-3106 (trade name) manufactured by Mitsubishi Chemical Corporation)
(a6) Acrylic resin (having an acetoacetyl group) (Dianal LP-3104 manufactured by Mitsubishi Chemical Corporation (trade name))
（Ｂ）可塑剤
(b1)可塑剤（フタル酸ジイソノニル）（新日本理化社製のサンソサイザーDINP（商品名））
(b2)可塑剤（フタル酸アルキルベンジル）（FERRO社製のサンチサイザー261A（商品名））
(B) Plasticizer
(b1) Plasticizer (diisononyl phthalate) (Sun Sosizer DINP (trade name) manufactured by New Japan Chemical Co., Ltd.)
(b2) Plasticizer (alkylbenzyl phthalate) (Santisizer 261A (trade name) manufactured by FERRO)
（Ｃ）密着剤
(c1)芳香族系ブロックイソシアネート樹脂（ADEKA社製のアデカレジンQR-9485-3（商品名））
(c2)脂肪族系ブロックイソシアネート樹脂（三井化学社製のタケネートB-7210（商品名））
(C) Adhesive
(c1) Aromatic block isocyanate resin (ADEKA's ADEKA resin QR-9485-3 (trade name))
(c2) Aliphatic blocked isocyanate resin (Takenate B-7210 (trade name) manufactured by Mitsui Chemicals, Inc.)
（Ｄ）その他
(d1)硬化剤（ADEKA社製のアデカハードナーEH-4358S（商品名））
(d2)充填材（白石工業社製の活性炭酸カルシウム ハクエンカCCR（商品名）備北粉化工業社製のホワイトンB（商品名））
(d3)希釈剤（エクソンモービル社製のD-40（商品名））
(d4)添加剤（井上石灰工業社製のQC-X（商品名））
(D) Other
(d1) Hardener (ADEKA Hardener EH-4358S (trade name))
(d2) Filler (Activated Calcium Carbonate Hakuenka CCR (trade name) manufactured by Shiraishi Kogyo Co., Ltd.
(d3) Diluent (D-40 (trade name) manufactured by ExxonMobil)
(d4) Additive (QC-X (trade name) manufactured by Inoue Lime Industry Co., Ltd.)
これらの成分を表１〜３に示す割合で配合し、実施例１〜１８及び比較例１〜６のプラスチゾル組成物を製造した。 These components were blended in the ratios shown in Tables 1 to 3 to prepare plastisol compositions of Examples 1 to 18 and Comparative Examples 1 to 6.
このようにして得られた実施例１〜１８及び比較例１〜６のプラスチゾル組成物について、下記の評価を行った。評価結果は、表１〜３にまとめて記載した。 The plastisol compositions of Examples 1 to 18 and Comparative Examples 1 to 6 thus obtained were evaluated as follows. The evaluation results are summarized in Tables 1 to 3.
硬化性
(i)１００℃硬化性評価
下記のようにして、せん断強度(MPa)、破壊状態、抗張力(MPa)、伸び率(%)を評価した。
（せん断強度および破壊状態）
２５×１００×１ｍｍの電着塗装鋼板を用い、ラップ長さ２５ｍｍ、厚み１ｍｍで剪断接着試験片を作製後、１００℃×１４分保持にて焼付けを行い、次いで２０℃に冷却してからJASO M ３２３−７７に準じてせん断強度を測定した。その後、破壊状態を確認した。破壊状態の評価基準は以下の通りである。
ＣＦ：接着層の凝集破壊
ＡＦ：被着体と接着層との間の界面破壊
Curability
(i) Evaluation of 100 ° C. curability The shear strength (MPa), fracture state, tensile strength (MPa), and elongation (%) were evaluated as follows.
(Shear strength and fracture state)
Using a 25 x 100 x 1 mm electrodeposited steel sheet, a shear adhesion test piece with a wrap length of 25 mm and a thickness of 1 mm is prepared, baked at 100 ° C for 14 minutes, and then cooled to 20 ° C before JASO. Shear strength was measured according to M 323-77. After that, the state of destruction was confirmed. The evaluation criteria for the state of destruction are as follows.
CF: Cohesive failure of the adhesive layer AF: Interfacial failure between the adherend and the adhesive layer
（抗張力および伸び率）
JASO M ３２３−７７に準じ、試験片を作成後、１００℃×１４分保持にて焼付けを行い、次いで２０℃に冷却してから、破断時の強度と伸び率を測定した。
(Strength and elongation)
According to JASO M 323-77, a test piece was prepared, baked at 100 ° C. for 14 minutes, then cooled to 20 ° C., and then the strength and elongation at break were measured.
(ii)１１０℃硬化性評価
焼付け温度を１１０℃とした以外は、(i)１００℃硬化性評価に記載した方法と同じ方法で評価を行った。
(ii) Evaluation of curability at 110 ° C The evaluation was performed by the same method as described in (i) Evaluation of curability at 100 ° C, except that the baking temperature was set to 110 ° C.
(iii)１２０℃硬化性評価
焼付け温度を１２０℃とした以外は、(i)１００℃硬化性評価に記載した方法と同じ方法で評価を行った。
(iii) Evaluation of curability at 120 ° C. Evaluation was performed by the same method as described in (i) Evaluation of curability at 100 ° C. except that the baking temperature was set to 120 ° C.
プラスチゾル組成物の保存性
４０℃７日後の粘度変化率は、次のように算出した。
JASO M３２３−７７の粘度試験A法に準じ、２０℃、７番ローター、２０回転／分、ローターの回転開始から１分後の粘度を測定した。次式により変化率（％）を算出した。
変化率＝(n2-n1)／n1×１００
ここで、n1：初期の粘度（２０℃）
n2：４０℃で放置後の粘度
Preservation of the plastisol composition The rate of change in viscosity after 7 days at 40 ° C. was calculated as follows.
According to the viscosity test method A of JASO M323-77, the viscosity was measured at 20 ° C., No. 7 rotor, 20 rotations / minute, and 1 minute after the start of rotation of the rotor. The rate of change (%) was calculated by the following formula.
Rate of change = (n 2 -n 1 ) / n 1 x 100
Here, n 1 : Initial viscosity (20 ° C)
n 2 : Viscosity after leaving at 40 ° C
実施例１〜１８のプラスチゾル組成物は、いずれも１００℃で硬化して、所定の範囲のせん断強度等を示し、優れた低温硬化性を示すとともに、４０℃で７日間保存しても所定の範囲の粘度増加率を示し、高い保存安定性を示した。 All of the plastisol compositions of Examples 1 to 18 are cured at 100 ° C., exhibit shear strength in a predetermined range, exhibit excellent low temperature curability, and are predetermined even when stored at 40 ° C. for 7 days. It showed a viscosity increase rate in the range and showed high storage stability.
これに対し、比較例１〜４のプラスチゾル組成物は、いずれも１００℃で硬化せず、低温硬化性を示さなかった。比較例１〜４のプラスチゾル組成物は、(a3)の代わりに、(a1)又は(a2)を含み、一定の割合より少ない量で、酢酸ビニルが共重合された酢酸ビニル−塩化ビニル共重合体を使用したからであると考えられる。 On the other hand, none of the plastisol compositions of Comparative Examples 1 to 4 was cured at 100 ° C. and did not show low temperature curability. The plastisol compositions of Comparative Examples 1 to 4 contained (a1) or (a2) instead of (a3), and the vinyl acetate-vinyl chloride copolymer weight was copolymerized with vinyl acetate in an amount less than a certain ratio. It is probable that this is because the coalescence was used.
更に、比較例５〜６のプラスチゾル組成物は、１００℃で硬化して、所定の範囲のせん断強度等を示し、優れた低温硬化性を示すが、４０℃で７日間保存するとゲル化し、保存安定性に劣ることを示した。比較例５〜６のプラスチゾル組成物は、(a3)の代わりに、(a4)を含み、一定の割合より多い量で、酢酸ビニルが共重合された酢酸ビニル−塩化ビニル共重合体を使用したからであると考えられる。 Further, the plastisol compositions of Comparative Examples 5 to 6 were cured at 100 ° C. and exhibited a shear strength in a predetermined range and excellent low temperature curability, but gelled and stored at 40 ° C. for 7 days. It was shown to be inferior in stability. The plastisol compositions of Comparative Examples 5 to 6 contained (a4) instead of (a3), and used a vinyl acetate-vinyl chloride copolymer copolymerized with vinyl acetate in an amount larger than a certain ratio. It is thought that it is from.
プラスチゾル組成物の物性として、せん断強度は、大きい方が好ましく、破壊状態は、凝集破壊(CF)の方が、界面破壊(AF)より好ましい。抗張力は、大きい方が好ましく、伸びは、大きい方が好ましい。
実施例４のプラスチゾル組成物と実施例１０のプラスチゾル組成物について、(a3)の量が、１４．５以上の場合と、(a4)と(a5)の合計の量が、０．５以下の場合に、１００℃での硬化で界面破壊を生じる傾向にあることがわかる。
実施例１３から、(b2)の量が０の場合、１００℃での硬化で界面破壊を生じる傾向にあることがわかる。
実施例１５〜１８から、(c1)の量が０の場合と、(d1)の量が０の場合、１００℃での硬化で界面破壊を生じる傾向にあることがわかる。
As for the physical properties of the plastisol composition, the shear strength is preferably large, and the fracture state is more preferably cohesive fracture (CF) than interfacial fracture (AF). The tensile strength is preferably large, and the elongation is preferably large.
For the plastisol composition of Example 4 and the plastisol composition of Example 10, the amount of (a3) is 14.5 or more, and the total amount of (a4) and (a5) is 0.5 or less. In some cases, it can be seen that curing at 100 ° C. tends to cause interfacial fracture.
From Example 13, it can be seen that when the amount of (b2) is 0, curing at 100 ° C. tends to cause interfacial fracture.
From Examples 15 to 18, it can be seen that when the amount of (c1) is 0 and when the amount of (d1) is 0, the curing at 100 ° C. tends to cause interfacial fracture.
本発明の実施形態のプラスチゾル組成物は、特定の量で酢酸ビニルを共重合させた塩化ビニル−酢酸ビニル共重合体を含む組成物であり、より低温で硬化物性及び接着性を発現することができ、経済性に優れる。よって、本発明の実施形態のプラスチゾル組成物は、自動車を更に効率的に、更に低エネルギーで製造するために好適に使用することができる。 The plastisol composition of the embodiment of the present invention is a composition containing a vinyl chloride-vinyl acetate copolymer obtained by copolymerizing vinyl acetate in a specific amount, and can exhibit cured physical properties and adhesiveness at a lower temperature. It can be done and is excellent in economy. Therefore, the plastisol composition of the embodiment of the present invention can be suitably used for producing an automobile more efficiently and with lower energy.
Claims (8)
熱可塑性樹脂は、７〜１２質量％の割合で酢酸ビニルが共重合した塩化ビニル−酢酸ビニル共重合体を含む、プラスチゾル組成物。 A plastisol composition containing a thermoplastic resin, a plasticizer, and an adhesive.
The thermoplastic resin is a plastisol composition containing a vinyl chloride-vinyl acetate copolymer copolymerized with vinyl acetate in a proportion of 7 to 12% by mass.
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